Sissy Jenny Reappears Blossoming Into Janie

by Michelle on June 23, 2009

Once a sorry ass sissy always a sorry pathetic sissy. Jenny came groveling back to me with a letter of apology for disappearing a year and a half ago. When he called the first time we had a long weekend session of me exploiting him and helping him transition into the sissy that he always dreams of being. We took a ton of pictures and I made him buy a ton of my pictures charging this bitch up the ass using the fuck out of this wanna be woman.
We began with a name change, Jenny is now Janie it was already really late so we only had an hour to get the sissy prepared. We did several clothing changes and made several different signs so Janie can show off knowing I’m going to post these for everyone to see. He kept “trying” to sway me to not post the pictures, now why on earth would I save such hysterical humiliation material all to myself. My burgeoning sissy slave got so jealous of the loser he recently saw on my blog with his face in the toilet that he had to prove to me that he also was just as pathetic. He was ready to prove his point to me by using his bowl as a place to have his makeup washed off in. What a fucking sissy loser this pansy is! I wasn’t impressed with the ugly flesh colored lip gloss either, it didn’t really show up on cam. I gave Janie a nice humiliation assignment but first the shopping list must be fulfilled. Red lipstick and black eyeliner are incredibly important for a sissy, first thing on that list is bright red whorish lipstick. After a few costume changes,a poorly done strip tease to Britney Spears “Womanizer” and a light wallet raping it was time for our session to end. Now it’s time for me to let everyone see what I do to pathetic little prissy’s who dare to go on cam with me. This is just the beginning.

{ 3 comments… read them below or add one }

Janie June 24, 2009 at 3:16 pm

I will do whatever you say just please don’t post any more pictures

SissyLovesDiapers August 22, 2011 at 7:34 pm

I know that feeling all to well,
As I also share that hell.
Miss Michelle just had to ask,
And this sissy told Her my past.
A submissive sub only a diaper suits.
Sent Her my pictures to boot,

How do I remove pictures from someone eles site?

Just Another Idiot September 4, 2011 at 7:57 am

HEY! Miss MicHELLe has it rigged so that MY PICTURES and blog appear when I search my name.
Please Mistress, REMOVE MY PICTURES.

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